[(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] deca-2,6,8-trienoate

Details

• Internal ID: 4014c6cb-d807-416d-8a92-cc605336a3ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1S,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] deca-2,6,8-trienoate
• SMILES (Canonical): CC=CC=CCCC=CC(=O)OC1CC2CCC1(C2(C)C)C
• SMILES (Isomeric): CC=CC=CCCC=CC(=O)O[C@H]1C[C@@H]2CC[C@]1(C2(C)C)C
• InChI: InChI=1S/C20H30O2/c1-5-6-7-8-9-10-11-12-18(21)22-17-15-16-13-14-20(17,4)19(16,2)3/h5-8,11-12,16-17H,9-10,13-15H2,1-4H3/t16-,17-,20+/m0/s1
• InChI Key: KYBKYVNAFVMTMY-ABSDTBQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7259	72.59%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6403	64.03%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	-	0.2474	24.74%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7643	76.43%
P-glycoprotein inhibitior	-	0.6197	61.97%
P-glycoprotein substrate	-	0.8273	82.73%
CYP3A4 substrate	+	0.6523	65.23%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.9088	90.88%
CYP3A4 inhibition	-	0.9272	92.72%
CYP2C9 inhibition	-	0.9564	95.64%
CYP2C19 inhibition	-	0.6555	65.55%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	-	0.9378	93.78%
CYP2C8 inhibition	-	0.5931	59.31%
CYP inhibitory promiscuity	-	0.9173	91.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5705	57.05%
Eye corrosion	-	0.9352	93.52%
Eye irritation	-	0.9496	94.96%
Skin irritation	+	0.6615	66.15%
Skin corrosion	-	0.9888	98.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3673	36.73%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.8244	82.44%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6708	67.08%
Acute Oral Toxicity (c)	III	0.8579	85.79%
Estrogen receptor binding	+	0.7440	74.40%
Androgen receptor binding	-	0.6366	63.66%
Thyroid receptor binding	+	0.6075	60.75%
Glucocorticoid receptor binding	+	0.6337	63.37%
Aromatase binding	-	0.5603	56.03%
PPAR gamma	+	0.6008	60.08%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.83%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.86%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	84.84%	92.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.57%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.67%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.44%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.43%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.68%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.64%	91.07%

Plants that contains it

• Heliopsis longipes

Cross-Links

• PubChem: 162866706
• LOTUS: LTS0180068
• wikiData: Q105147631